
Home rentals with a pool near Ocean City Beach
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Top-rated rentals with a pool near Ocean City Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

2BRCapri: Indoor Pool, Game Room, Massage Chair
ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Oceanfront Family Oasis: Pool, Beach & Parking!
CONSTRUCTION NOTICE NOV 24 to MAY 25, noise may be heard Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from the beach. Enjoy the bay sun

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spacesโand thatโs just the beginning as your group has a blast at the beach and all of Ocean Cityโs fun attractions.

Ocean Pines Retreat
Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Renovated Oceanside Modern Boho Beach Retreat
Escape to Grace's Getaway in the heart of desirable Midtown Ocean City. **NOW OFFERING MINI WEEK RENTALS DURING SELECT PEAK SUMMER WEEKS** Mini Week Rentals are offered Sunday-Wednesday or Wednesday-Sunday. This fully renovated 3 bed/3 bath condo complete with ***COMPLIMENTARY LINEN SERVICE*** is the perfect escape. Prime oceanside location is 100 steps to the beach and offers sunset views from the balcony overlooking the pool. Condo is equipped with cable/high speed internet & Roku.

PENTHOUSE - 8TH Floor Boardwalk/Epic Views/Pool/
Book 3 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba model unit is the ULTIMATE for a family beach trip located in the premier building with best location of Ocean City. Enjoy the waves and ocean breeze with unceasing view from 150 sqft of private balcony. Wake up right on the beach w/ view of the ocean from every room

Cozy oceanfront condo with stunning ocean views
Fully updated 1 bed/1 bath oceanfront condo in a quiet, mid-rise building with a beachfront pool in uptown OC. The perfect unit for a quick romantic getaway, long weekend, or family vacation. We are happy to accommodate the dates and timeframes that meet the needs of our guests. If possible, please consider these recommended timeframes for your booking: Memorial Day - Labor Day -7 Nights, Fri-Fri or Mon-Mon -3 Nights, Fri-Mon -4 Nights, Mon-Fri Labor Day - Memorial Day -Any 2 Nights

Beachfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

๐Carousel Oceanfront 2 Bedroom Amazing Amenities
Welcome to our 2 bedroom 2 bath ocean front unit at the Carousel. We take care of this condo ourselves to ensure you have a comfortable, clean and well stocked place to stay. This unit sleeps 6, one king bed, one queen bed and one queen sofa bed. There is an ocean front balcony & a bay view balcony. Washer & Dryer, ice skating, indoor pool, outdoor pool, game room, restaurant & bar, snack shop, gym & sauna & more!!! Please read all details below.

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway
-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.**
Popular amenities for rentals with a pool near Ocean City Beach
House rentals with a pool

Charming 2BR/2BA condo Oceanside, Midtown, Pool

Beach Oasis w/ King Suite + Outdoor Shower & Pool

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

Private Pool ~ Sleeps 20 ~ Steps to the Beach

Luxury OC Beach House w/ Deluxe Game Room & Pool!

Welcome to Whitecaps!

Right behind Alley Oops & Crab Bag. Walk to beach

Beachy Sunset Island Townhouse!
Condo rentals with a pool

๐๐ช๐๐จ๐ฉ ๐๐๐ซ๐ค๐ง๐๐ฉ๐ Lovely 2lvl Condo Steps 2Beach+Pool

Gorgeous oceanfront Capri Beach and Bay Views!!!!

Oceanfront Carousel building, Swimming Pools!

Luxury Oceanfront Getaway!

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Amazing 3BR Oceanfront Condo with Loft

Extraordinary Oceanfront Escape - Private Balcony

Dazzling Views Ocean Front one bedroom
Other vacation rentals with a pool

Best Beach, Bay and OC views!

Oceanfront Paradise | Direct Ocean View

Amazing Bayside Views @Sunset309

New Updated Direct Oceanfront Condo - Pool & Wifi!

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

Completely Renovated Luxury Bay Front Condo

Beautiful Seaside Condo w/a Pool

Sunrise Shores
Quick stats about rentals with a pool near Ocean City Beach
Total rentals
2.9K properties
Nightly prices starting at
โฌย 9 before taxes and fees
Total number of reviews
58K reviews
Family-friendly rentals
2.3K properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
1.4K properties have a dedicated workspace
Destinations to explore
- Rentals with a hot tubย Ocean City Beach
- House rentalsย Ocean City Beach
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- Rentals with a washer and dryerย Ocean City Beach
- Rentals with poolsย Ocean City
- Rentals with poolsย Worcester County
- Rentals with poolsย Maryland
- Rentals with poolsย United States
- Assateague Island National Seashore
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Dewey Beach Access
- Willow Creek Winery & Farm
- Cape Henlopen State Park
- Assateague Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Peninsula Golf & Country Club
- Poodle Beach
- Poverty Beach
- Higbee Beach
- Assateague State Park
- Bear Trap Dunes
- Northside Park
- Bayside Resort Golf Club
- Stone Harbor Beach
- Towers Beach
- Baywood Greens Golf Maintenance
- Jolly Roger at the Pier